Middletown, MD 55+ active adult communities & homes for sale

440 homes near Middletown

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The Village at Foxfield

$500Ks

The Village at Foxfield, Middletown, MD

Resale Only | 55+ age-restricted | Built 2003 - 2012 | 81 homes

5 rating (1 reviews)

Leisure World® of Marylan...

<$100k - $500Ks

Leisure World® of Marylan..., Silver Spring, MD

Resale Only | 55+ age-restricted | Built 1966 - 2009 | 5,600 homes

4.3 rating (11 reviews)

Amblebrook

$300Ks - $500Ks

Amblebrook, Gettysburg, PA

New Construction | 55+ age-restricted | Built 2018 - present | 2,000 homes

5 rating (3 reviews)

Heritage Hunt

$400Ks - $800Ks

Heritage Hunt, Gainesville, VA

Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 homes

2 rating (1 reviews)

Birchwood at Brambleton

$400Ks - $1Ms

Birchwood at Brambleton, Ashburn, VA

New and Resale | 55+ age-restricted | Built 2016 - present | 1,502 homes

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Questions? Call us: (240) 663-8229

5 rating (2 reviews)

Potomac Green

$600Ks - $800Ks

Potomac Green, Ashburn, VA

Resale Only | 55+ age-restricted | Built 2005 - 2016 | 1,400 homes

5 rating (31 reviews)

Lansdowne Woods of Virgin...

$300Ks - $400Ks

Lansdowne Woods of Virgin..., Lansdowne, VA

Resale Only | 55+ age-restricted | Built 1998 - 2017 | 1,200 homes

Penn National

$200Ks - $600Ks

Penn National, Fayetteville, PA

New and Resale | Age-targeted | Built 1968 - present | 1,100 homes

5 rating (2 reviews)

Trilogy® at Lake Frederic...

$400Ks - $1Ms

Trilogy® at Lake Frederic..., Lake Frederick, VA

New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes

5 rating (1 reviews)

Regency at Dominion Valle...

$400Ks - $700Ks

Regency at Dominion Valle..., Haymarket, VA

Resale Only | 55+ age-restricted | Built 2001 - 2017 | 855 homes

Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.

5 rating (1 reviews)

Four Seasons at Historic ...

$600Ks

Four Seasons at Historic ..., Dumfries, VA

Resale Only | 55+ age-restricted | Built 2002 - 2010 | 801 homes

5 rating (1 reviews)

Two Rivers

$500Ks - $700Ks

Two Rivers, Odenton, MD

New and Resale | 55+ age-restricted | Built 2015 - present | 800 homes

Cameron Grove

$200Ks - $500Ks

Cameron Grove, Upper Marlboro, MD

Resale Only | 55+ age-restricted | Built 1999 - 2013 | 740 homes

5 rating (2 reviews)

Central Parke at Victoria...

$300Ks - $600Ks

Central Parke at Victoria..., Laurel, MD

Resale Only | 55+ age-restricted | Built 2004 - 2011 | 609 homes

The Woodlands of Urbana

$600Ks

The Woodlands of Urbana, Urbana, MD

New Construction | 55+ age-restricted | Built 2019 - present | 565 homes

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Questions? Call us: (240) 663-8229

5 rating (1 reviews)

Crestwood Village

$300Ks

Crestwood Village, Frederick, MD

Resale Only | 55+ age-restricted | Built 1979 - 1999 | 550 homes

Traditions of America at ...

$500Ks

Traditions of America at ..., Mechanicsburg, PA

Resale Only | 55+ age-restricted | Built 2008 - 2020 | 517 homes

Carter's Mill

$400Ks - $700Ks

Carter's Mill, Haymarket, VA

New Construction | 55+ age-restricted | Built 2020 - present | 480 homes

3 rating (2 reviews)

Dunbarton

$600Ks

Dunbarton, Bristow, VA

Resale Only | 55+ age-restricted | Built 2000 - 2009 | 479 homes

The Courtyards at Waverly...

$300Ks - $600Ks

The Courtyards at Waverly..., Marriottsville, MD

Resale Only | 55+ age-restricted | Built 2012 - 2018 | 462 homes

5 rating (1 reviews)

Carroll Vista

$300Ks - $500Ks

Carroll Vista, Taneytown, MD

Resale Only | 55+ age-restricted | Built 2004 - 2017 | 453 homes

Cedar Ridge at Piney Orch...

$300Ks - $400Ks

Cedar Ridge at Piney Orch..., Odenton, MD

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 450 homes

Montebello

$600Ks - $1Ms

Montebello, Sterling, VA

New and Resale | 55+ age-restricted | Built 2022 - present | 450 homes

Village Crest

$300Ks - $400Ks

Village Crest, Ellicott City, MD

New and Resale | 55+ age-restricted | Built 2005 - 2010 | 406 homes

Courtyards at Waverly Woo...

$300Ks - $400Ks

Courtyards at Waverly Woo..., Woodstock, MD

Resale Only | 55+ age-restricted | Built 2006 - 2010 | 383 homes

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (240) 663-8229

5 rating (1 reviews)

Snowden Overlook

$400Ks - $700Ks

Snowden Overlook, Columbia, MD

Resale Only | 55+ age-restricted | Built 2005 - 2010 | 350 homes

Creek View

$100Ks - $200Ks

Creek View, Carlisle, PA

New and Resale | 55+ age-restricted | Built 2004 - present | 305 homes

Longstown Village

$100Ks - $200Ks

Longstown Village, York, PA

Resale Only | Age-targeted | Built 1997 - 2000 | 304 homes

Heritage at St. Charles

$400Ks

Heritage at St. Charles, White Plains, MD

Resale Only | 55+ age-restricted | Built 2006 - 2016 | 300 homes

Willow Run

$400Ks - $600Ks

Willow Run, Winchester, VA

New Construction | 55+ age-restricted | 300 homes

The Villages At Woodholme

$400Ks - $500Ks

The Villages At Woodholme, Baltimore, MD

Resale Only | 55+ age-restricted | Built 2002 - 2007 | 286 homes

Spring Hill

$500Ks - $800Ks

Spring Hill, Lorton, VA

Resale Only | 55+ age-restricted | Built 2006 - 2014 | 282 homes

The Enclave at Ellicott H...

$300Ks - $600Ks

The Enclave at Ellicott H..., Ellicott City, MD

Resale Only | 55+ age-restricted | Built 2003 - 2013 | 280 homes

Regency at Ashburn

$800Ks - $900Ks

Regency at Ashburn, Ashburn, VA

Resale Only | 55+ age-restricted | Built 2013 - 2020 | 268 homes

The Crest of Alexandria

$900Ks

The Crest of Alexandria, Alexandria, VA

New and Resale | 55+ age-restricted | Built 2017 - present | 250 homes

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (240) 663-8229

Emerald Pointe

$300Ks - $400Ks

Emerald Pointe, Hagerstown, MD

New and Resale | 55+ age-restricted | Built 2008 - present | 250 homes

Colonial Charles

$400Ks

Colonial Charles, Waldorf, MD

Resale Only | 55+ age-restricted | Built 2006 - 2018 | 240 homes

River Ridge

$500Ks - $700Ks

River Ridge, Woodbridge, VA

Resale Only | 55+ age-restricted | Built 1998 - 2002 | 238 homes

Signature Club at Greenvi...

$400Ks - $900Ks

Signature Club at Greenvi..., New Market, MD

Resale Only | 55+ age-restricted | Built 2003 - 2013 | 233 homes

Eden Brook

$300Ks

Eden Brook, Odenton, MD

Resale Only | 55+ age-restricted | Built 2006 - 2008 | 224 homes

3365 S LEISURE WORLD BLVD 95-1C, SILVER ...

Community: Leisure World® of Maryland

Cameron Grove

13914 NEW ACADIA LN, UPPER MARLBORO, MD,..., Upper Marlboro, MD 20774

$549,900

3 beds

3 baths

2,458 sq ft

13914 NEW ACADIA LN, UPPER MARLBORO, MD,...

Community: Cameron Grove

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Questions? Call us: (240) 663-8229

Cedar Ridge at Piney Orchard

8610 FLUTTERING LEAF TRL 208, ODENTON, M..., Odenton, MD 21113

$379,000

2 beds

2 baths

1,400 sq ft

Condo

8610 FLUTTERING LEAF TRL 208, ODENTON, M...

Community: Cedar Ridge at Piney Orchard

Central Parke at Victoria Falls

13106 OLD FIELD TER, LAUREL, MD, 20707, Laurel, MD 20707

$614,900

4 beds

3 baths

3,304 sq ft

13106 OLD FIELD TER, LAUREL, MD, 20707

Community: Central Parke at Victoria Falls

The Village at Foxfield

1 KELLER LN, MIDDLETOWN, MD, 21769, Middletown, MD 21769

2 beds

2 baths

Condo

115 EASY ST 21, THURMONT, MD, 21788

Community: Albert Courts

Carroll Vista

127 PONYTAIL LN # 133, TANEYTOWN, MD, 21..., Taneytown, MD 21787

$337,900

2 beds

2 baths

1,419 sq ft

Condo

127 PONYTAIL LN # 133, TANEYTOWN, MD, 21...

Community: Carroll Vista

Leisure World® of Maryland

3116 ADDERLEY CT # 245C, SILVER SPRING, ..., Silver Spring, MD 20906

$250,000

3 beds

2 baths

1,194 sq ft

Condo

3116 ADDERLEY CT # 245C, SILVER SPRING, ...

Community: Leisure World® of Maryland

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (240) 663-8229

Leisure World® of Maryland

3388 CHISWICK CT # 49-A, SILVER SPRING, ..., Silver Spring, MD 20906

$215,900

2 beds

3 baths

1,600 sq ft

Condo

3388 CHISWICK CT # 49-A, SILVER SPRING, ...

Community: Leisure World® of Maryland

The Courtyards at Waverly Woods

2241 JOHN GRAVEL RD M, MARRIOTTSVILLE, M..., Marriottsville, MD 21104

$400,000

2 beds

2 baths

1,438 sq ft

Condo

2241 JOHN GRAVEL RD M, MARRIOTTSVILLE, M...

Community: The Courtyards at Waverly Woods

Castlefield

2841 CHAUNCEY HILL DR # 28, MANCHESTER, ..., Manchester, MD 21102

$534,900

3 beds

3 baths

3,188 sq ft

Condo

2841 CHAUNCEY HILL DR # 28, MANCHESTER, ...

Community: Castlefield

Leisure World® of Maryland

15115 INTERLACHEN DR 3-802, SILVER SPRIN..., Silver Spring, MD 20906

$164,900

1 beds

1 baths

850 sq ft

Condo

15115 INTERLACHEN DR 3-802, SILVER SPRIN...

Community: Leisure World® of Maryland

Village Crest

8260 STONE CROP DR E, ELLICOTT CITY, MD,..., Ellicott City, MD 21043

$379,000

2 beds

2 baths

1,574 sq ft

Condo

8260 STONE CROP DR E, ELLICOTT CITY, MD,...

Community: Village Crest

Two Rivers

2834 DRAGON FLY WAY, ODENTON, MD, 21113, Odenton, MD 21113

$570,000

2 beds

2 baths

1,886 sq ft

8501 COLTRANE CT 206, ELLICOTT CITY, MD,...

Community: Gatherings at Ellicott Mills

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (240) 663-8229

Washington Square

108 DULLES ST, LA PLATA, MD, 20646, La Plata, MD 20646

2 baths

2,031 sq ft

Condo

13240 PETREL ST # 5207, CLARKSBURG, MD, ...

Community: Gatherings at Cabin Branch

The Village at Cabin Branch

$618,990

3 beds

2 baths

2,031 sq ft

Condo

13240 PETREL ST # 5207, CLARKSBURG, MD, ...

Community: The Village at Cabin Branch

The Village at Cabin Branch

13240 PETREL ST # 5203, CLARKSBURG, MD, ..., Clarksburg, MD 20871

$612,990

3 beds

2 baths

1,887 sq ft

Condo

13240 PETREL ST # 5203, CLARKSBURG, MD, ...

5948 JACOBEAN PL, NEW MARKET, MD, 21774

Community: Signature Club at Greenview

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Frequently Asked Questions

What size 55+ communities are there in Middletown?

In Middletown, there is 1 small community with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Middletown?

The smallest 55+ community in Middletown has 81 homes, the largest has 81 homes, and the average community consists of 81 homes.

Are there gated 55+ communities in Middletown?

No, there are no gated 55+ communities in Middletown.

How long do listings in 55+ communities in Middletown typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ community in Middletown stay on the market for around 58 days. The average price of homes for sale in this community is approximately $550,000, though prices can range widely based on the size, location, and amenities of the community. For example, homes in The Village at Foxfield average around $550,000.

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Call us: (240) 663-8229

440 homes near Middletown

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Middletown, MD 55+ active adult communities & homes for sale

133 communities near Middletown

440 homes near Middletown

2 beds

2 baths

1,149 sq ft

Condo

1 beds

2 baths

930 sq ft

Condo

2 beds

2 baths

1,070 sq ft

Condo

1 beds

1 baths

990 sq ft

Condo

3 beds

3 baths

2,458 sq ft

2 beds

2 baths

1,400 sq ft

Condo

4 beds

3 baths

3,304 sq ft

3 beds

3 baths

3,161 sq ft

2 beds

2 baths

1,030 sq ft

Condo

2 beds

1 baths

1,200 sq ft

Condo

3 beds

2 baths

1,540 sq ft

Condo

3 beds

3 baths

1,633 sq ft

Condo

2 beds

2 baths

Condo

2 beds

2 baths

1,419 sq ft

Condo

3 beds

2 baths

1,194 sq ft

Condo

2 beds

3 baths

1,600 sq ft

Condo

2 beds

2 baths

1,438 sq ft

Condo

3 beds

3 baths

3,188 sq ft

Condo

1 beds

1 baths

850 sq ft

Condo

2 beds

2 baths

1,574 sq ft

Condo

2 beds